5α-Androst-16-en-3-on

Androstenone

HCID 6852393CAS 18339-16-7

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Grundinformationen

Standard-SMILES: C[C@]12CCC(=O)C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)C=CC[C@@H]12
InChIKey: HFVMLYAGWXSTQI-QYXZOKGRSA-N
Summenformel: C19H28O
Durchschnittliche Molmasse: 272,4 g/mol
Monoisotopische Masse: 272,21401552

Überblick

5alpha-androst-16-en-3-one is an androstanoid that is 5alpha-androst-16-ene substituted by an oxo group at position 3. It is a steroid pheromone found in high concentrations in the saliva of male pigs,. It has a role as a pheromone and a mammalian metabolite. It is a 3-oxo steroid and an androstanoid. It derives from a hydride of a 5alpha-androst-16-ene.

Namen und Bezeichner

Bevorzugter Name: Androstenone
IUPAC: (5S,8R,9S,10S,13R,14S)-10,13-dimethyl-1,2,4,5,6,7,8,9,11,12,14,15-dodecahydrocyclopenta[a]phenanthren-3-one
Lokaler Name: 5α-Androst-16-en-3-on
Englischer Name: 5ALPHA-ANDROST-16-EN-3-ONE
Summenformel: C19H28O
Molmasse: 272.42

Namen und Synonyme

androstenone18339-16-75alpha-Androst-16-en-3-oneAndrost-16-en-3-oneDTXSID0040965BWD3D5941JDTXCID8020965CHEBI:37894AEON steroidRefChem:558034DTXCID20209694DTXSID80860220

Weitere Namen anzeigen

OCCLESTERONEOxstersterone5α-AndrostenoneEinecs 242-220-116-(5α)androsten-3-one5Androstan-16-en-3-one5A-ANDROST-16-EN-3-ONE

242-220-15alpha-Androstenone5a-androstenone(5S,8R,9S,10S,13R,14S)-10,13-dimethyl-1,2,4,5,6,7,8,9,11,12,14,15-dodecahydrocyclopenta[a]phenanthren-3-one5|A-AndrostenoneAndrost-16-en-3-one, (5alpha)-MFCD00010479MLS000069748

Datenbank-Bezeichner

CAS: 18339-16-7
PubChem CID: 6852393
DTXSID: DTXSID0040965
ChEMBL: CHEMBL1309552
ChEBI: CHEBI:37894
UNII: BWD3D5941J
EC Number: 242-220-1
Nikkaji: J47.318I

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 4,9
Polarare Oberfläche (TPSA): 17,1 Å²
H-Brücken-Donoren: 0
H-Brücken-Akzeptoren: 1
Frei drehbare Bindungen: 0
Schwere Atome: 20
Formalladung: 0
Komplexität: 464

Experimentelle und physikochemische Eigenschaften

LipidsLipids -> Sterol Lipids [ST] -> Steroids [ST02] -> C19 steroids (androgens) and derivatives [ST0202]

Boiling Point371.00 to 372.00 °C. @ 760.00 mm Hg

Melting Point140 - 141 °C

Physical DescriptionSolid

Physikochemische Eigenschaften

Schmelzpunkt: 140 · 140-145 °C(lit.)
Siedepunkt: 371.6 · 371.6±42.0 °C(Predicted)
Dichte: 1.032 · 1.032±0.06 g/cm3(Predicted)
storage temp.: 2 · 2-8°C
Löslichkeit: Chloroform (Slightly), Methanol (Slightly, Heated)
Aggregatzustand: Solid
Farbe: White to Off-White
Biologische Quelle: synthetic (organic)
Henry's Law Constant: 3.4 · 3.4×10-2 mol/(m3Pa) at 25℃, Amoore and Buttery (1978)
InChI: InChI=1/C19H28O/c1-18-9-3-4-16(18)15-6-5-13-12-14(20)7-11-19(13,2)17(15)8-10-18/h3,9,13,15-17H,4-8,10-12H2,1-2H3/t13-,15-,16-,17-,18-,19-/s3
InChIKey: HFVMLYAGWXSTQI-QYXZOKGRSA-N
SMILES: [C@]12([H])CC[C@]3(C)C=CC[C@@]3([H])[C@]1([H])CC[C@@]1([H])CC(=O)CC[C@]21C |&1:0,4,9,11,15,22,r|
LogP: 5.568 · 5.568 (est)
CAS Datenbank: 18339 · 18339-16-7(CAS DataBase Reference)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 4 Einträge

Danger

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

P203, P261, P264, P270, P271, P280, P301+P317, P302+P352, P304+P340, P317, P318, P321, P330, P362+P364, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 17 reports by companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Other Safety InformationIMAP assessments - Androst-16-en-3-one, (5.alpha.)-: Human health tier I assessment

Hazard Classes and CategoriesAcute Tox. 4 (100%)

Sicherheitsdaten

wgk: -
Speicherklasse: 11 - Combustible Solids

Chemie und Industrie

Pharmakologische Informationen

Cellular LocationsExtracellular

Anwendungen · 1 Eintrag

Verwenden5α-Androst-16-en-3-one is a mammalian pheromone released as a volatile chemical cue in boar saliva to facilitate social and sexual interactions. It has been used to prime sexual behavior of sows in estrus for mating or artificial insemination. 5α-androst-16-en-3-one is also found in human sweat and urine and has been used to study receptor-mediated odorant detection and the genetic basis for anosmias.

Vor- und nachgelagerte Produkte

Vorgelagerte Rohstoffe

Anbieter50 Anbieter

盐城通铭生物科技有限公司15195160625 · [email protected]

杭州品高化工有限公司0571-87658025 · [email protected]

杭州摩库生物医药科技有限公司+86-057181025280; +8617767106207 · [email protected]

T&W GROUP021-61551611 13296011611 · [email protected]

Dayang Chem (Hangzhou) Co.,Ltd.+86-0571-88938639 17705817739 · [email protected]

Ergänzende Hinweise · 1 Eintrag

DefinitionChEBI: 5alpha-androst-16-en-3-one is an androstanoid that is 5alpha-androst-16-ene substituted by an oxo group at position 3. It is a steroid pheromone found in high concentrations in the saliva of male pigs,. It has a role as a pheromone and a mammalian metabolite. It is a 3-oxo steroid and an androstanoid. It derives from a hydride of a 5alpha-androst-16-ene.